(2,3-di-O-acetyl-6-O-benzoyl-β-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-acetyl-α-D-glucopyranosyl fluoride

Base Information

Chemical Name:(2,3-di-O-acetyl-6-O-benzoyl-β-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-acetyl-α-D-glucopyranosyl fluoride
CAS No.:362619-66-7
Molecular Formula:C₂₉H₃₅FO₁₆
Molecular Weight:658.586
Hs Code.:

Synonyms:(2,3-di-O-acetyl-6-O-benzoyl-β-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-acetyl-α-D-glucopyranosyl fluoride

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Chemical Property of (2,3-di-O-acetyl-6-O-benzoyl-β-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-acetyl-α-D-glucopyranosyl fluoride

Chemical Property:

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Technology Process of (2,3-di-O-acetyl-6-O-benzoyl-β-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-acetyl-α-D-glucopyranosyl fluoride

There total 8 articles about (2,3-di-O-acetyl-6-O-benzoyl-β-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-acetyl-α-D-glucopyranosyl fluoride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 88.0%

: 362619-65-6
(2,3-di-O-acetyl-6-O-benzoyl-4-O-trichloroacetyl-β-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-acetyl-α-D-glucopyranosyl fluoride

: 362619-66-7
(2,3-di-O-acetyl-6-O-benzoyl-β-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-acetyl-α-D-glucopyranosyl fluoride

Guidance literature:: With hydrazinium monoacetate; In N,N-dimethyl-formamide; at 50 ℃;
DOI:10.1560/5NCY-L9K2-JND4-MB6Q

Reference yield:

: 97415-74-2
2^I,II,3^I,II-tetra-O-acetyl-4^II,6^II-O-benzylidene-1^I,6^Ianhydro-β-cellobiose

: 362619-66-7
(2,3-di-O-acetyl-6-O-benzoyl-β-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-acetyl-α-D-glucopyranosyl fluoride

Guidance literature:: Multi-step reaction with 8 steps

1: 73 percent / aq. TFA / CH₂Cl₂ / 0.25 h / 20 °C

2: Et₃N / CH₂Cl₂ / 48 h / 20 °C

3: 2.3 g / Et₃N / CH₂Cl₂ / 0.17 h

4: TESOTf / 0.5 h / 0 °C

5: HBr; AcOH / CH₂Cl₂ / 1.5 h / 0 - 20 °C

6: 995 mg / Ac₂O / acetic acid / 20 °C

7: 94 percent / HF; pyridine / 1 h / 0 °C

8: 88 percent / hydrazine acetate / dimethylformamide / 50 °C

With pyridine; hydrogen fluoride; hydrogen bromide; triethylsilyl trifluoromethyl sulfonate; hydrazinium monoacetate; acetic anhydride; acetic acid; triethylamine; trifluoroacetic acid; In dichloromethane; acetic acid; N,N-dimethyl-formamide;
DOI:10.1560/5NCY-L9K2-JND4-MB6Q

Reference yield:

: 362619-62-3
Acetic acid (1R,2R,3S,4R,5R)-4-acetoxy-2-((2S,3R,4S,5R,6R)-3,4-diacetoxy-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-6,8-dioxa-bicyclo[3.2.1]oct-3-yl ester

: 362619-66-7
(2,3-di-O-acetyl-6-O-benzoyl-β-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-acetyl-α-D-glucopyranosyl fluoride

Guidance literature:: Multi-step reaction with 7 steps

1: Et₃N / CH₂Cl₂ / 48 h / 20 °C

2: 2.3 g / Et₃N / CH₂Cl₂ / 0.17 h

3: TESOTf / 0.5 h / 0 °C

4: HBr; AcOH / CH₂Cl₂ / 1.5 h / 0 - 20 °C

5: 995 mg / Ac₂O / acetic acid / 20 °C

6: 94 percent / HF; pyridine / 1 h / 0 °C

7: 88 percent / hydrazine acetate / dimethylformamide / 50 °C

With pyridine; hydrogen fluoride; hydrogen bromide; triethylsilyl trifluoromethyl sulfonate; hydrazinium monoacetate; acetic anhydride; acetic acid; triethylamine; In dichloromethane; acetic acid; N,N-dimethyl-formamide;
DOI:10.1560/5NCY-L9K2-JND4-MB6Q